91374-20-8

Basic information

• Product Name: Ropinirole hydrochloride
• Synonyms: 1,3-dihydro-4-(2-(dipropylamino)ethyl)-2h-indol-2-onemonohydrochloride;1,3-dihydro-4-(2-(dipropylamino)ethyl)-2h-indol-2-onmonohydrochloride;4-(2-(dipropylamino)ethyl)-2-indolinonemonohydrochloride;REQUIP;SKF-101468A;ROPINIROLE HCL;ROPINIROLE HYDROCHLORIDE;Ropinirol hydrochloride
• CAS NO: 91374-20-8
• Molecular Formula: C₁₆H₂₄N₂O*ClH
• Molecular Weight: 296.84
• EINECS: 1308068-626-2
• Product Categories: Medicine intermediate;Intermediates & Fine Chemicals;Pharmaceuticals;Ropinirole;Amine;Heterocycles;Inhibitors
• Mol File: 91374-20-8.mol

Chemical Properties

• Melting Point: 241-243°C
• Boiling Point: 410.5 °C at 760 mmHg
• Flash Point: 202 °C
• Appearance: light yellow/
• Vapor Pressure: 6.01E-07mmHg at 25°C
• Storage Temp.: Room temp
• Solubility: H2O: >10mg/mL
• CAS DataBase Reference: Ropinirole hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Ropinirole hydrochloride(91374-20-8)
• EPA Substance Registry System: Ropinirole hydrochloride(91374-20-8)

Safety Data

• Hazard Codes: Xn,N,Xi
• Statements: 22-50/53-36/38
• Safety Statements: 36-60-61-37/39-26
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• RTECS: NM3288250
• Hazardous Substances Data: 91374-20-8(Hazardous Substances Data)

Usage

Uses

Used in Parkinson's Disease Treatment:
Ropinirole hydrochloride is used as an antiparkinsonian agent for the treatment of the signs and symptoms of idiopathic Parkinson's disease (PD). It acts as a selective dopamine D2-receptor agonist, with the highest affinity for D3 receptors, helping to alleviate motor dysfunction associated with PD.
Used in Restless Legs Syndrome (RLS) Treatment:
Ropinirole hydrochloride is used as a treatment for moderate to severe primary RLS, a neurological disorder characterized by an uncontrollable urge to move the legs, typically due to uncomfortable sensations.
Used in Drug Development:
Ropinirole hydrochloride serves as a starting point for the development of new drugs targeting dopamine receptors, potentially leading to improved treatments for various neurological disorders.
Used in Research:
Ropinirole hydrochloride is used in research settings to study the role of dopamine receptors in various neurological conditions and to develop a better understanding of the mechanisms underlying their therapeutic effects.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Ropinirole hydrochloride is used as an active pharmaceutical ingredient in the formulation of medications for the treatment of Parkinson's disease and restless legs syndrome.
Brand Name:
Requip (GlaxoSmithKline) is the brand name under which ropinirole hydrochloride is marketed.

Biological Activity

Selective D 2 -like receptor agonist (D 3 > D 2 > D 4 ). Causes biphasic spontaneous locomotor activity and contralateral circling in 6-OHDA-lesioned mice. Displays antiParkinsonian activity.

Biochem/physiol Actions

An agonist at the D2 and D3 dopamine receptor subtypes, binding with higher affinity to D3 than to D2 or D4. It has negligible effect on D1-receptors. It has medium in vitro affinity to opioid receptors. Ropinirole is said to have virtually no affinity to 5-HT1, 5-HT2, benzodiazepine, GABA, muscarinic, α1-, α2-, and β-adrenoreceptors. Used as antiparkinsonian drug.

InChI:InChI=1/C16H24N2O.ClH/c1-3-9-18(10-4-2)11-8-13-6-5-7-15-14(13)12-16(19)17-15;/h5-7H,3-4,8-12H2,1-2H3,(H,17,19);1H

Synthetic route

propionic acid (802294-64-0) + N-Despropylropinirole → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Stage #1: propionic acid With sodium tetrahydroborate In toluene at 0 - 5℃; Stage #2: N-Despropylropinirole With sodium tetrahydroborate In toluene at 25 - 80℃; for 3h; Stage #3: With hydrogenchloride In water; isopropyl alcohol	98%

<2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride (91374-25-3) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Stage #1: <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride With hydrogen; palladium 10% on activated carbon In water at 30 - 35℃; under 2942.29 Torr; for 8h; Stage #2: With sodium hydroxide In water pH=10 - 11; Stage #3: With hydrogenchloride In ethanol at 0 - 20℃; for 0.5 - 0.666667h; pH=2.0 - 3.0;	87.2%
Stage #1: <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride With hydrogen; palladium 10% on activated carbon In ethanol at 35 - 45℃; under 2206.72 - 4413.43 Torr; for 25h; Stage #2: With hydrogenchloride In ethanol at 15 - 25℃; for 0.5 - 0.666667h; pH=1.5 - 2.5;	66.8%
With hydrogen; palladium 10% on activated carbon In methanol
Stage #1: <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride With hydrogen; 5% Pd(II)/C(eggshell) In methanol at 25 - 35℃; under 2059.6 - 3236.52 Torr; Sealed tube; Stage #2: With hydrogenchloride In isopropyl alcohol; toluene at 0 - 35℃;

di-n-propylamine (142-84-7) + 2-(2-oxo-2,3-dihydro-1H-indol-4-yl)ethyl-4-methylbenzene-1-sulfonate (139122-20-6) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
In water at 80℃; for 5h;	87%
With hydrogenchloride In water Large scale;	85%

Ropinirole (91374-21-9) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water	78%
With hydrogenchloride In water
With hydrogenchloride In isopropyl alcohol; toluene at 15 - 20℃; for 1h; Purification / work up;

methyl 2-(2-((tert-butoxycarbonyl)amino)-6-(2-oxoethyl)phenyl)acetate + di-n-propylamine (142-84-7) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Stage #1: methyl 2-(2-((tert-butoxycarbonyl)amino)-6-(2-oxoethyl)phenyl)acetate; di-n-propylamine With acetic acid In dichloromethane for 0.166667h; Stage #2: With sodium cyanoborohydride In dichloromethane for 2h; Stage #3: With hydrogenchloride In dichloromethane; water for 16h;	73%

di-n-propylamine (142-84-7) + 4-(2'-bromoethyl)-1,3-dihydro-2H-indol-2-one (120427-96-5) → ropinirole hydrochloride (91374-20-8) + 4-ethylenyl-1,3-dihydro-2H-indol-2-one

Conditions	Yield
With hydrogenchloride In water Large scale;	A 57% B 38%

di-n-propylamine (142-84-7) + 4-(2'-bromoethyl)-1,3-dihydro-2H-indol-2-one (120427-96-5) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Stage #1: di-n-propylamine; 4-(2'-bromoethyl)-1,3-dihydro-2H-indol-2-one In water; acetonitrile at 65 - 70℃; for 1.25h; Stage #2: With hydrogenchloride In water pH=2;	50%

N-[(phenylacetyl)oxy]-2-{2-[2-(dipropylamino)ethyl]phenyl}acetamide hydrochloride → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Stage #1: N-[(phenylacetyl)oxy]-2-{2-[2-(dipropylamino)ethyl]phenyl}acetamide hydrochloride With iron(III) chloride In dichloromethane for 2h; Heating / reflux; Stage #2: With ammonia In methanol; dichloromethane; water Stage #3: With hydrogenchloride In water; isopropyl alcohol Product distribution / selectivity;	41.7%

2-{2-[2-(dipropylamino)ethyl]phenyl}-N-hydroxyacetamide (863436-07-1) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Stage #1: 2-{2-[2-(dipropylamino)ethyl]phenyl}-N-hydroxyacetamide With acetyl chloride In dichloromethane at 20℃; for 0.5h; Stage #2: With iron(III) chloride In dichloromethane at 50℃; for 2h; Heating / reflux; Stage #3: With hydrogenchloride; ammonia Product distribution / selectivity; more than 3 stages;	41.1%
Stage #1: 2-{2-[2-(dipropylamino)ethyl]phenyl}-N-hydroxyacetamide With benzoyl chloride In dichloromethane at 20℃; for 0.5h; Stage #2: With iron(III) chloride In dichloromethane for 2h; Heating / reflux; Stage #3: With hydrogenchloride; ammonia Product distribution / selectivity; more than 3 stages;	25.3%

4-(2'-aminoethyl)-1,3-dihydro-2H-indol-2-one hydrochloride + propionaldehyde (123-38-6) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In methanol at 20℃; under 3677.86 Torr; for 24h;	41%

2-nitro-6(2-di-n-propylaminoethyl)-phenyl acetic acid hydrochloride → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
palladium In ethanol; acetonitrile

di-n-propylamine (142-84-7) + 4-(2-bromoethyl)-3-chloro-1,3-dihydro-2H-indolin-2-one (120427-95-4) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Stage #1: di-n-propylamine; 4-(2-bromoethyl)-3-chloro-1,3-dihydro-2H-indolin-2-one In water; toluene Inert atmosphere; Reflux; Stage #2: With sodium tetrahydroborate In water; acetonitrile Stage #3: With hydrogenchloride In dichloromethane; water; acetonitrile at 5℃; for 1h;

N-[2-(2-methyl-3-nitrophenyl)ethyl]-N-propylpropan-1-amine hydrochloride (920986-68-1) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: ethanol; sodium / tetrahydrofuran / 15 - 30 °C / Inert atmosphere 1.2: 25 - 30 °C 2.1: sodium hydroxide; water / toluene; methanol / 0 - 5 °C / pH 12 2.2: 15 °C 2.3: 25 - 70 °C / pH < 2 / Activated charcoal 3.1: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 25 - 35 °C / 2059.6 - 3236.52 Torr / Sealed tube 3.2: 0 - 35 °C View Scheme

4-[2-(benzoyloxy)ethyl]-3-chloro-1,3-dihydro-2H-indolin-2-one (139122-17-1) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: palladium on activated charcoal; hydrazine hydrate 2: sodium hydroxide; water / Large scale 3: pyridine / Large scale 4: hydrogenchloride / water / Large scale View Scheme
Multi-step reaction with 4 steps 1: palladium 10% on activated carbon / water; ethyl acetate / 3 h / Reflux 2: sodium hydroxide; water / methanol / 4 h / Reflux 3: dichloromethane; pyridine / 3 h / 5 - 10 °C 4: water / 5 h / 80 °C View Scheme

4-(2-chloroethyl)indolin-2-one + di-n-propylamine (142-84-7) → ropinirole hydrochloride (91374-20-8) + 4-ethylenyl-1,3-dihydro-2H-indol-2-one

Conditions	Yield
With hydrogenchloride In water

isochromane (493-05-0) → ropinirole hydrochloride (91374-20-8) + 4-ethylenyl-1,3-dihydro-2H-indol-2-one

Conditions	Yield
Multi-step reaction with 5 steps 1: bromine / water / Irradiation 2: water; methanol / Acidic conditions; Large scale 3: iron(III) chloride / Acidic conditions; Large scale 4: palladium on activated charcoal; sodium hypophosphite monohydrate / water; ethyl acetate / Large scale 5: hydrogenchloride / water / Large scale View Scheme

1-Bromoisochromane (50683-32-4) → ropinirole hydrochloride (91374-20-8) + 4-ethylenyl-1,3-dihydro-2H-indol-2-one

Conditions	Yield
Multi-step reaction with 4 steps 1: water; methanol / Acidic conditions; Large scale 2: iron(III) chloride / Acidic conditions; Large scale 3: palladium on activated charcoal; sodium hypophosphite monohydrate / water; ethyl acetate / Large scale 4: hydrogenchloride / water / Large scale View Scheme

C10H10INO + di-n-propylamine (142-84-7) → ropinirole hydrochloride (91374-20-8) + 4-ethylenyl-1,3-dihydro-2H-indol-2-one

Conditions	Yield
With hydrogenchloride In water

2-(2-bromoethyl)-β-nitrostyrene → ropinirole hydrochloride (91374-20-8) + 4-ethylenyl-1,3-dihydro-2H-indol-2-one

Conditions	Yield
Multi-step reaction with 3 steps 1: iron(III) chloride / Acidic conditions; Large scale 2: palladium on activated charcoal; sodium hypophosphite monohydrate / water; ethyl acetate / Large scale 3: hydrogenchloride / water / Large scale View Scheme

4-(2-benzoyloxyethyl)-1,3-dihydro-2H-indolin-2-one (139122-18-2) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; water / Large scale 2: pyridine / Large scale 3: hydrogenchloride / water / Large scale View Scheme
Multi-step reaction with 3 steps 1: sodium hydroxide; water / methanol / 4 h / Reflux 2: dichloromethane; pyridine / 3 h / 5 - 10 °C 3: water / 5 h / 80 °C View Scheme

4-(2-bromoethyl)-3-chloro-1,3-dihydro-2H-indolin-2-one (120427-95-4) → ropinirole hydrochloride (91374-20-8) + 4-ethylenyl-1,3-dihydro-2H-indol-2-one

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium on activated charcoal; sodium hypophosphite monohydrate / water; ethyl acetate / Large scale 2: hydrogenchloride / water / Large scale View Scheme

benzoic acid (2-(2-nitroethenyl))phenethyl ester (139122-16-0) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: iron(III) chloride; acetyl chloride / water; dichloromethane / 3 h / 5 °C / Cooling with ice 2: palladium 10% on activated carbon / water; ethyl acetate / 3 h / Reflux 3: sodium hydroxide; water / methanol / 4 h / Reflux 4: dichloromethane; pyridine / 3 h / 5 - 10 °C 5: water / 5 h / 80 °C View Scheme

2-phenylethanol (60-12-8) → ropinirole hydrochloride (91374-20-8)

Conditions

Yield

Multi-step reaction with 9 steps 1.1: hydrogenchloride / water / 20 h / 36 °C 2.1: zinc(II) chloride / dichloromethane / Reflux 2.2: 1.5 h / Reflux 3.1: dimethyl sulfoxide; sodium hydrogencarbonate / 3 h / 110 °C 4.1: ammonium acetate / 10 h / Reflux 5.1: iron(III) chloride; acetyl chloride / water; dichloromethane / 3 h / 5 °C / Cooling with ice 6.1: palladium 10% on activated carbon / water; ethyl acetate / 3 h / Reflux 7.1: sodium hydroxide; water / methanol / 4 h / Reflux 8.1: dichloromethane; pyridine / 3 h / 5 - 10 °C 9.1: water / 5 h / 80 °C View Scheme

isochromane (493-05-0) → ropinirole hydrochloride (91374-20-8)

Conditions

Yield

Multi-step reaction with 8 steps 1.1: zinc(II) chloride / dichloromethane / Reflux 1.2: 1.5 h / Reflux 2.1: dimethyl sulfoxide; sodium hydrogencarbonate / 3 h / 110 °C 3.1: ammonium acetate / 10 h / Reflux 4.1: iron(III) chloride; acetyl chloride / water; dichloromethane / 3 h / 5 °C / Cooling with ice 5.1: palladium 10% on activated carbon / water; ethyl acetate / 3 h / Reflux 6.1: sodium hydroxide; water / methanol / 4 h / Reflux 7.1: dichloromethane; pyridine / 3 h / 5 - 10 °C 8.1: water / 5 h / 80 °C View Scheme

2-[2-(chloromethyl)phenyl]ethylbenzoate (168476-58-2) → ropinirole hydrochloride (91374-20-8)

Conditions

Yield

Multi-step reaction with 7 steps 1: dimethyl sulfoxide; sodium hydrogencarbonate / 3 h / 110 °C 2: ammonium acetate / 10 h / Reflux 3: iron(III) chloride; acetyl chloride / water; dichloromethane / 3 h / 5 °C / Cooling with ice 4: palladium 10% on activated carbon / water; ethyl acetate / 3 h / Reflux 5: sodium hydroxide; water / methanol / 4 h / Reflux 6: dichloromethane; pyridine / 3 h / 5 - 10 °C 7: water / 5 h / 80 °C View Scheme

benzoic acid (2-formyl)phenethyl ester (139122-15-9) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Multi-step reaction with 6 steps 1: ammonium acetate / 10 h / Reflux 2: iron(III) chloride; acetyl chloride / water; dichloromethane / 3 h / 5 °C / Cooling with ice 3: palladium 10% on activated carbon / water; ethyl acetate / 3 h / Reflux 4: sodium hydroxide; water / methanol / 4 h / Reflux 5: dichloromethane; pyridine / 3 h / 5 - 10 °C 6: water / 5 h / 80 °C View Scheme

2-(1H-indol-4-yl)acetic acid (16176-74-2) → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Multi-step reaction with 7 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 2: N-chloro-succinimide / N,N-dimethyl-formamide / 2 h / 20 °C 3: 0.01 h / -40 - 80 °C 4: palladium on activated charcoal; hydrogen / 2 h / 20 °C 5: pyridine / 2 h / 20 °C 6: sodium iodide / 4 h / 100 °C 7: hydrogenchloride / 1,4-dioxane; water View Scheme

C10H11NO → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Multi-step reaction with 6 steps 1: N-chloro-succinimide / N,N-dimethyl-formamide / 2 h / 20 °C 2: 0.01 h / -40 - 80 °C 3: palladium on activated charcoal; hydrogen / 2 h / 20 °C 4: pyridine / 2 h / 20 °C 5: sodium iodide / 4 h / 100 °C 6: hydrogenchloride / 1,4-dioxane; water View Scheme

C10H10ClNO → ropinirole hydrochloride (91374-20-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: 0.01 h / -40 - 80 °C 2: palladium on activated charcoal; hydrogen / 2 h / 20 °C 3: pyridine / 2 h / 20 °C 4: sodium iodide / 4 h / 100 °C 5: hydrogenchloride / 1,4-dioxane; water View Scheme

ropinirole hydrochloride (91374-20-8) → Ropinirole (91374-21-9)

Conditions	Yield
With sodium hydroxide In water at 20℃; for 0.25h;	94%
With sodium hydroxide In water for 0.25h;	86%
With ammonia; water at 22 - 25℃; for 0.5h; Purification / work up;

formaldehyd (50-00-0) + ropinirole hydrochloride (91374-20-8) → 3,3'-methylene ropinirole dimer sulfate

Conditions	Yield
Stage #1: formaldehyd; ropinirole hydrochloride With N-ethyl-N,N-diisopropylamine In methanol; water at 60℃; for 18h; Stage #2: With sulfuric acid In methanol; water Reagent/catalyst; Temperature; Solvent;	71%

formaldehyd (50-00-0) + ropinirole hydrochloride (91374-20-8) → 3,3'-methylene ropinirole dimer hydrochloride

Conditions	Yield
Stage #1: formaldehyd; ropinirole hydrochloride With triethylamine In methanol; water at 60℃; for 18h; Stage #2: With hydrogenchloride In methanol; water Reagent/catalyst; Temperature; Solvent;	69%

ropinirole hydrochloride (91374-20-8) + 2-bromoethyl chloroformate (4801-27-8) → ropinirole-N-bromoethylcarboxylate (1424879-79-7)

Conditions	Yield
With triethylamine In 1,4-dioxane at 20℃;	22.01%
With triethylamine

ropinirole hydrochloride (91374-20-8) + NBD chloride (10199-89-0) → C22H25N5O4 (1036069-92-7)

Conditions	Yield
With borate buffer at 100℃; for 0.5h; pH=8.5;

ropinirole hydrochloride (91374-20-8) → 4-(2-dipropylaminoethyl)-1-hydroxy-1,3-dihydroindol-2-one (954117-22-7) + 4-(2-dipropylaminoethyl)-1H-indol-2,3-dione (102842-51-3) + 2-nitro-6-<2-(di-n-propylamino)ethyl>phenylacetic acid (720656-64-4)

Conditions	Yield
With dihydrogen peroxide In dihydrogen peroxide at 80℃; for 5h;

ropinirole hydrochloride (91374-20-8) → 4-(2-((3-aminopropyl)(propyl)amino)ethyl)indolin-2-one (1632235-97-2)

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium hydroxide / water / 0.25 h / 20 °C 2.1: carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate / 17 h / 85 °C 2.2: 18 h / Reflux 3.1: sodium hydroxide / water / 0.08 h 4.1: potassium carbonate / acetonitrile / 19 h / Reflux 5.1: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 20 °C View Scheme
Multi-step reaction with 5 steps 1.1: sodium hydroxide / water / 0.25 h / 20 °C 2.1: carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate / 17 h / 85 °C 2.2: 18 h / Reflux 3.1: sodium hydroxide / water / 0.08 h 4.1: potassium carbonate / acetonitrile / 19 h / Reflux 5.1: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 20 °C View Scheme
Multi-step reaction with 5 steps 1: sodium hydroxide / water / 0.25 h 2: sodium hydrogencarbonate / 17 h / 85 °C 3: sodium hydroxide / water / 1.5 h / 20 °C 4: potassium carbonate / acetonitrile / 19 h / Reflux 5: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme
Multi-step reaction with 5 steps 1: sodium hydroxide / water / 0.25 h 2: sodium hydrogencarbonate / 17 h / 85 °C 3: sodium hydroxide / water / 1.5 h / 20 °C 4: potassium carbonate / acetonitrile / 19 h / Reflux 5: potassium carbonate / methanol; 1,4-dioxane / 1 h / 20 °C View Scheme

Upstream product

• 139122-19-3 4-(2'-hydroxyethyl)-1,3-dihydro-2H-indol-2-one 
• 16176-74-2 2-(1H-indol-4-yl)acetic acid 
• 802294-64-0 propionic acid 
• 142-84-7 di-n-propylamine 
• 920986-68-1 N-[2-(2-methyl-3-nitrophenyl)ethyl]-N-propylpropan-1-amine hydrochloride 
• 120427-95-4 4-(2-bromoethyl)-3-chloro-1,3-dihydro-2H-indolin-2-one 
• 91374-25-3 <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride 
• 863436-07-1 2-{2-[2-(dipropylamino)ethyl]phenyl}-N-hydroxyacetamide 
• 91374-26-4 4-(2'-aminoethyl)-1,3-dihydro-2H-indol-2-one hydrochloride 
• 123-38-6 propionaldehyde 
• 120427-96-5 4-(2'-bromoethyl)-1,3-dihydro-2H-indol-2-one 
• 91374-21-9 Ropinirole 
• 139122-15-9 benzoic acid (2-formyl)phenethyl ester 
• 168476-58-2 2-[2-(chloromethyl)phenyl]ethylbenzoate 

Downstream Products

• 954117-22-7 4-(2-dipropylaminoethyl)-1-hydroxy-1,3-dihydroindol-2-one 
• 102842-51-3 4-(2-dipropylaminoethyl)-1H-indol-2,3-dione 
• 720656-64-4 2-nitro-6-<2-(di-n-propylamino)ethyl>phenylacetic acid 
• 91374-21-9 Ropinirole 

Relevant articles and documents

Method for preparing ropinirole hydrochloride

The invention belongs to the technical field of medicinal chemistry and organic chemistry, and particularly relates to a method for preparing ropinirole hydrochloride. A novel compound 4 is synthesized by the aid of the method and is used as a raw material for preparing the ropinirole hydrochloride. The particular method includes dissolving the compound 4 in one or a plurality of types of ethyl alcohol/methanol/ethyl acetate to obtain liquid, adding Pd/C into the ethyl alcohol/methanol/ethyl acetate, and carrying out reaction to obtain compounds 5; dissolving the compounds 5, p-toluenesulfonylchloride and pyridine in one or a plurality of types of dichloromethane/trichloromethane/1, 2-dichloroethane/pyridine, and carrying out reaction to obtain compounds 6; dissolving the compounds 6, NaIand dipropyl amine in one or a plurality of types of DMF (dimethyl formamide)/DMSO (dimethylsulfoxide)/Toluene, and carrying out reaction to obtain ropinirole; dissolving the ropinirole in 1, 4 dioxane with hydrochloric acid, and carrying out reduced-pressure compression to obtain the ropinirole hydrochloride. A proportion of the compounds 5 to the p-toluenesulfonyl chloride to the pyridine is equal to 1:1.2:1.2. A proportion of the compounds 6 to the NaI to the dipropyl amine is equal to 1:1:1.2. The novel method for preparing the ropinirole hydrochloride has the advantages that the method includes simple and convenient steps and can be practically put into production, and raw materials for the ropinirole hydrochloride are simple and are easily available.

Efficient synthesis of tertiary amine by direct N-alkylation of secondary amine with carboxylic acid using Ni (0) encat catalyst

In this article, direct N-alkylation of secondary amines with carboxylic acid is described. Readily available diversified carboxylic acid has been explored on variant secondary amines using encapsulated Nickel as catalyst and inexpensive sodium borohydrid

Improved preparation method for ropinirole hydrochloride

The invention discloses an improved preparation method for ropinirole hydrochloride. The ropinirole hydrochloride is a compound shown in the formula I and is prepared through a series of reactions with 2-phenylethanol as a starting raw material. Compared with the prior art, according to the method, raw materials are cheap and easy to get, reaction conditions are mild, technological operation is easy, control is easy, the product is high in total yield and purity, and the method is suitable for industrial production.

The development of a short route to the API ropinirole hydrochloride

A four-step, three-stage synthesis of the API ropinirole hydrochloride has been developed from a commercially available naphthalene derivative. The new route has half the step-count and twice the overall yield of the current manufacturing process. Key features of the synthesis are a regioselective Birch reduction and an ozonolysis with concomitant ring closure to induce the required ring contraction.

PROCESS FOR THE PREPARATION OF ROPINIROLE AND SALTS THEREOF

The present invention relates to an improved process for the preparation of Ropinirole and pharmaceutical acceptable salts or derivatives thereof, in particular to a process for large scale production of Ropinirole and salts thereof in high yield and high purity and pharmaceutical preparations containing said compounds.

PROCESS FOR THE PURIFICATION OF ROPINIROLE HYDROCHLORIDE

This invention is directed to a process for the preparation of pure ropinirole hydrochloride with purity of equal to or greater than 99.8% and less than 0.1% isatine impurity. In the process of the present invention, the isatine is removed during the reaction steps and no further cleaning steps are required.

AN INDUSTRIAL PROCESS FOR THE PREPARATION OF PURE ROPINIROLE

The present invention relates to highly pure ropinirole or salt thereof and a process for preparing highly pure ropinirole of structural formula (I): by reducing nitro compound of formula (II): with a hydrogen gas in the presence of a catalyst in water to produce amino compound and cyclizing the resulting amino compoundin situ.

PROCESS FOR THE PREPARATION OF HIGHLY PURE ROPINIROLE

The present invention relates to highly pure Ropinirole or salt thereof and a process for preparing highly pure Ropinirole of structural Formula (I), by reducing nitro compound of formula (II), and cyclizing the resulting amino compound in situ using palladium on carbon in the presence of aqueous alcoholic medium.

A PROCESS FOR THE PURIFICATION OF ROPINIROLE HYDROCHLORIDE

The present invention provides an improved process for the purification of Ropinirole hydrochloride of formula (Ia) comprising steps of: (i) treating Ropinirole hydrochloride with sodium dithionate and charcoal in suitable alcoholic solvent; (ii) triturating Ropinirole hydrochloride obtained in step (i) with ethanol; (iii) reacting the triturated solid with base in water immiscible solvent and isolating the free base; (iv) treating the free base obtained in step (iii) with ethanolic HCl to give Ropinirole hydrochloride.

Subtantially pure ropinirole hydrochloride, polymorphic form of ropinirole and process for their preparation

Ropinirole hydrochloride substantially free of impurities and a process for its preparation is provided. Also provided is ropinirole base substantially in polymorph Form A and a process for its preparation. Pharmaceutical compositions containing the same are also provided.